(4S,5S,E)-ethyl 5-(2-bromo-N-methylacetamido)-4-methyl-5-phenylpent-2-enoate

Base Information

Chemical Name:(4S,5S,E)-ethyl 5-(2-bromo-N-methylacetamido)-4-methyl-5-phenylpent-2-enoate
CAS No.:1536290-51-3
Molecular Formula:C₁₇H₂₂BrNO₃
Molecular Weight:368.271
Hs Code.:

Synonyms:(4S,5S,E)-ethyl 5-(2-bromo-N-methylacetamido)-4-methyl-5-phenylpent-2-enoate

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Chemical Property of (4S,5S,E)-ethyl 5-(2-bromo-N-methylacetamido)-4-methyl-5-phenylpent-2-enoate

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Technology Process of (4S,5S,E)-ethyl 5-(2-bromo-N-methylacetamido)-4-methyl-5-phenylpent-2-enoate

There total 9 articles about (4S,5S,E)-ethyl 5-(2-bromo-N-methylacetamido)-4-methyl-5-phenylpent-2-enoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

: 1536290-34-2
(4S,5S,E)-ethyl 4-methyl-5-methylamino-5-phenylpent-2-enoate

: 79-08-3
bromoacetic acid

: 1536290-51-3
(4S,5S,E)-ethyl 5-(2-bromo-N-methylacetamido)-4-methyl-5-phenylpent-2-enoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1039/c3ra45110k

Reference yield:

: (4S,5R)-3-(4-methoxyphenyl)-5-methyl-4-phenyl-1,3-oxazinane

: 1536290-51-3
(4S,5S,E)-ethyl 5-(2-bromo-N-methylacetamido)-4-methyl-5-phenylpent-2-enoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium tetrahydroborate; trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / Reflux

3.1: dichloromethane / 5 h / 20 °C

4.1: ammonium cerium (IV) nitrate; sulfuric acid / acetonitrile; water / 1.5 h / 0 °C

4.2: 2 h / 20 °C / pH 12

5.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 1.5 h / 20 °C

With dmap; sodium tetrahydroborate; ammonium cerium (IV) nitrate; sulfuric acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; water; ethyl acetate; acetonitrile; 3.1: |Wittig Olefination;
DOI:10.1039/c3ra45110k

Reference yield:

: 1536290-13-7
(2R,3S)-3-[N-(4-methoxyphenyl)-N-methylamino]-2-methyl-3-phenylpropan-1-ol

: 1536290-51-3
(4S,5S,E)-ethyl 5-(2-bromo-N-methylacetamido)-4-methyl-5-phenylpent-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / Reflux

2.1: dichloromethane / 5 h / 20 °C

3.1: ammonium cerium (IV) nitrate; sulfuric acid / acetonitrile; water / 1.5 h / 0 °C

3.2: 2 h / 20 °C / pH 12

4.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 1.5 h / 20 °C

With dmap; ammonium cerium (IV) nitrate; sulfuric acid; dicyclohexyl-carbodiimide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; water; ethyl acetate; acetonitrile; 2.1: |Wittig Olefination;
DOI:10.1039/c3ra45110k